Five9 demonstrates strong cash conversion efficiency with an OCF/NI ratio of 3.47 in 2026Q1, supporting a strategic shift toward $10 million in quarterly share repurchases.
| Metric | TTM | Dec'25 | Dec'24 | Dec'23 | Dec'22 | Dec'21 | Dec'20 | Dec'19 | Dec'18 | Dec'17 | Dec'16 | Dec'15 | Dec'14 | Dec'13 | Dec'12 |
|---|
| Cash from Operations | 241.74M | 226.21M | 143.17M | 128.84M | 88.86M | 29M | 67.3M | 51.22M | 38.62M | 11.11M | 6.84M | -12.94M | -24.28M | -20.96M | -8.3M |
| Operating CF Margin % | - | 19.69% | 13.74% | 14.15% | 11.41% | 4.76% | 15.47% | 15.62% | 14.99% | 5.55% | 4.22% | -10.04% | -23.55% | -24.91% | -13.01% |
| Operating CF Growth % | 220.19% | 58% | 11.12% | 44.98% | 206.45% | -56.91% | 31.4% | 32.62% | 247.76% | 62.42% | 152.85% | 46.71% | -15.84% | -152.49% | - |
| Net Income | 57.25M | 39.42M | -12.79M | -81.76M | -94.65M | -53M | -42.13M | -4.55M | -221K | -8.97M | -11.86M | -25.84M | -37.79M | -31.31M | -19.33M |
| Depreciation & Amortization | 124.79M | 61.76M | 52.91M | 116.54M | 44.67M | 47.43M | 30.77M | 19.11M | 10.27M | 8.31M | 8.39M | 7.39M | 6.46M | 4.42M | 2.62M |
| Stock-Based Compensation | 74.52M | 148.07M | 166.31M | 0 | 172.51M | 108.81M | 64.75M | 42.06M | 28.48M | 15.34M | 9.64M | 7.73M | 6.75M | 1.95M | 464K |
| Deferred Taxes | 793K | 446K | 647K | 53K | 3.09M | -6.91M | -3.09M | 0 | -932K | -271K | 1.1M | 181K | -1.67M | 1.96M | 1.9M |
| Other Non-Cash Items | 84.36M | 107M | 63.22M | 200.49M | 50.72M | 43.24M | 52.89M | 23.32M | 8.08M | -2.08M | -2.86M | 386K | 286K | 6K | 22K |
| Working Capital Changes | -99.97M | -130.48M | -127.12M | -106.48M | -87.47M | -110.57M | -35.9M | -28.72M | -7.06M | -1.23M | 2.43M | -2.79M | 1.67M | 2.03M | 6.03M |
| Change in Receivables | -19.49M | -17.43M | -14.64M | -9.84M | -4.9M | -35.99M | -9.96M | -12.94M | -5.83M | -5.16M | -3.39M | -2.41M | -1.39M | -1.57M | -2.13M |
| Change in Inventory | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 139K | -763K | 1.32M | 196K | 1.75M | 3.3M | 4.81M |
| Change in Payables | 1.62M | 3.19M | 1.06M | 2.93M | 845K | 4.3M | 6.18M | 2.55M | 2.42M | 813K | 811K | -1.61M | 300K | 196K | 1.99M |
| Cash from Investing | 160.26M | 122.31M | -266.55M | -259.56M | 30.96M | -150.48M | -382.33M | -63.63M | -216.75M | -2.65M | -2.4M | 19.69M | -21.04M | -1.02M | -1.59M |
| Capital Expenditures | -45.91M | -24.96M | -42.39M | -40.77M | -52.27M | -42.22M | -30.42M | -19.23M | -9.26M | -2.65M | -1.13M | -1.12M | -1.02M | -554K | -2.68M |
| CapEx % of Revenue | 3.91% | 2.17% | 4.07% | 4.48% | 6.71% | 6.93% | 7% | 5.86% | 3.59% | 1.32% | 0.7% | 0.87% | 0.99% | 0.66% | 4.2% |
| Acquisitions | 0 | 0 | 0 | 0 | -2M | 0 | -165.44M | -13.89M | -312K | 0 | 0 | 0 | 0 | -2.84M | 0 |
| Investments | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| Other Investing | -19.49M | -39.42M | -189.28M | -80.59M | -4.17M | 0 | 0 | 0 | 312K | 0 | -60K | 806K | -25K | -121K | 1.09M |
| Cash from Financing | -499.23M | -478.57M | 342.73M | 94.58M | -30.23M | -7.5M | 457.42M | 8.47M | 191.09M | 2.37M | -4.8M | -6.56M | 85.86M | 33.77M | 10.47M |
| Debt Issued (Net) | -442.01M | -444.18M | 422.56M | 73.3M | -34.07M | -25.3M | 524.75M | -7.05M | 209.25M | -7.77M | -10.49M | -9.19M | 12.53M | 12.09M | -1.51M |
| Equity Issued (Net) | -42.34M | -34.39M | 15.28M | 25.05M | 0 | 0 | 0 | 0 | -260K | 0 | 0 | 2.63M | 71.46M | 0 | 11.88M |
| Dividends Paid | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Share Repurchases | -60.01M | -50M | 0 | 0 | 0 | 0 | 0 | 0 | -260K | 0 | 0 | 0 | 0 | 0 | 0 |
| Other Financing | -14.88M | 0 | -95.11M | -3.77M | 3.83M | 17.8M | -67.32M | 15.53M | -17.9M | 10.14M | 5.69M | 0 | 1.87M | 21.68M | 108K |
| Net Change in Cash | -97.19M | -130.05M | 219.34M | -37.32M | 89.6M | -128.98M | 142.4M | -3.94M | 12.96M | 10.82M | -362K | 195K | 40.54M | 11.79M | 583K |
| Free Cash Flow | 206.24M | 201.24M | 78.56M | 97.6M | 32.69M | -13.22M | 36.88M | 31.99M | 29.36M | 8.46M | 5.71M | -14.05M | -25.3M | -21.51M | -10.98M |
| FCF Margin % | 17.56% | 17.51% | 7.54% | 10.72% | 4.2% | -2.17% | 8.48% | 9.75% | 11.4% | 4.22% | 3.52% | -10.91% | -24.54% | -25.57% | -17.21% |
| FCF Growth % | 114.11% | 156.18% | -19.51% | 198.54% | 347.34% | -135.84% | 15.28% | 8.96% | 247.22% | 48.17% | 140.6% | 44.46% | -17.62% | -95.91% | - |
| FCF per Share | 2.39 | 2.31 | 1.05 | 1.35 | 0.47 | -0.20 | 0.57 | 0.53 | 0.51 | 0.15 | 0.11 | -0.28 | -0.67 | -0.47 | -0.33 |
| FCF Conversion (FCF/Net Income) | 3.60x | 5.74x | -11.19x | -1.58x | -0.94x | -0.55x | -1.60x | -11.25x | -174.76x | -1.24x | -0.58x | 0.50x | 0.64x | 0.67x | 0.43x |
| Interest Paid | 1.4M | 0 | 6.59M | 0 | 3.74M | 4.07M | 2.32M | 1.03M | 2.29M | 3.31M | 4.23M | 4.34M | 3.87M | 1.09M | 501K |
| Taxes Paid | 2.92M | 0 | 3.75M | 0 | 1.03M | 31K | 293K | 281K | 159K | 121K | 115K | 186K | 46K | 132K | 89K |
Hyperscaler pricing margin compression
As reported in recent financial statements, Five9's operating cash flow consistently exceeds net income, with the OCF/NI ratio reaching 3.47 in 2026Q1, indicating that GAAP profitability metrics are significantly understated relative to the company's actual ability to generate cash from its core cloud operations.
The persistent gap between net income and operating cash flow suggests that non-cash charges, particularly stock-based compensation and depreciation, are heavily influencing the bottom line. Investors should interpret this divergence as a sign that the company's true economic performance is better captured by cash flow metrics than by GAAP earnings, which appear burdened by accounting-driven expenses.
Based on quarterly cash flow data, Five9 has demonstrated an improving free cash flow trajectory, with margins expanding from 3.2% in 2024Q2 to 19.2% in 2026Q1, suggesting that management is successfully prioritizing cash generation even as top-line revenue growth faces structural headwinds in the enterprise segment.
This trend implies that the company is becoming more disciplined in its operational spending, potentially offsetting the impact of slower revenue growth. However, the sustainability of these margins warrants further investigation, as they may be sensitive to fluctuations in variable carrier costs and the timing of large enterprise contract renewals.
According to historical cash flow filings, Five9 maintains a disciplined capital expenditure profile, with CapEx/Revenue ratios averaging roughly 3.5% over the last ten quarters, which indicates that the business model does not require heavy physical asset investment to support its cloud-based software delivery platform.
The relatively low capital intensity suggests that the company's primary investment focus remains on R&D and software development rather than infrastructure maintenance. This capital-light structure may provide a buffer against margin compression, provided that competitive pressures do not force a pivot toward more aggressive, capital-intensive data center investments.
As evidenced by recent cash flow statements, Five9 has transitioned from historical acquisition-led capital deployment to active share repurchases, with $10 million allocated to buybacks in 2026Q1, signaling a potential shift in management's view regarding the company's intrinsic value and the need to mitigate dilution.
This shift in capital allocation appears to reflect a more mature approach to managing shareholder equity, particularly in light of high stock-based compensation levels. Investors should monitor whether this trend continues, as it may indicate that management sees fewer attractive M&A opportunities in the current competitive environment.
Quick answers to the most common questions about buying FIVN stock.
Five9, Inc. (FIVN) generated $226.2M in net cash from operating activities in 2025. This reflects the cash generated directly from core business operations.
Five9, Inc. (FIVN) generated $201.2M in free cash flow in 2025. Free cash flow is the cash left over after capital expenditures, which can be used to pay dividends, repurchase shares, or pay down debt.
Five9, Inc. (FIVN) spent $25.0M on capital expenditures in 2025. CapEx represents the cash invested in physical assets like property, plant, and equipment to maintain or grow the business.
In 2025, Five9, Inc. (FIVN) spent $50.0M on share repurchases. This shows the company's commitment to returning capital to its equity investors.